Institution:
Synthesis of E,E-dibenzalacetone (E,E-DBA)
So as to aid in the making of E,E-dibenzalacetone from its raw materials (benzaldehyde and acetone) in the presence of chemicals like ethanol and Ethanolic sodium hydroxide various descriptions should be done to help in explaining the processes which take place. Purification of E,E-dibenzalacetone which was in crude form was done through a recrystalization process to ensure that the impurities are kept aside. According to the results obtained a yield of 67.1% of the pure E,E-dibenzalacetone and 63.7% of a crude E,E-dibenzalacetone were obtained from the process. So as to determine the crude and the purified products of the process, characteristics obtained when the melting points were determined were used.
Introduction
The experiment was done objectively to ensure that the based-catalyzed condensation was used to facilitate the production and the synthesis of E,E-dibenzalacetone and therefore differentiating the obtained samples of crude and purified products through the melting points characteristics they portray. The scheme 1 below shows the reaction of benzaldehyde with a certain amounts of acetone with inclusion of small traces of ethanol and Ethanolic sodium hydroxide which are very significant in the reaction process.
../Desktop/lab%20report/Unit%205%20reaction%20scheme.gif Scheme 1
Results
The reaction brings about the following results leading to the synthesis of E,E-dibenzalacetone.
Compound
molar mass (g/mol)
volume/mass moles
yield
Melting point (OC)
acetone (density 0.788 g/mL)
580.08 g/mole
0.1 ml
0.07 g
0.001 mole
N/A
N/A
benzaldehyde (density 1.043g/mL)
106.2 g/mole
0.25 ml
0.26 g
0.002 mole
N/A
N/A
E,E-DBA
(a yellow solid)
234.24 g/mole
N/A
Actual
crude*
0.645 g
63.7%
purified**
109-110 Oc
purified
110-111 Oc
E,E-DBA
(a yellow solid)
234.24 g/mole
N/A
Actual
Theoretical
0.234 g
0.001 mole
Actual
Crude
Literature value
110-111oC
After the reaction process, a yellow solid and crystals are formed.
Discussion
For the reaction to produce the desired products (E-E dibenzalacetoneis) several chemicals like Benzaldehyde, acetone, ethanol and ethanolic sodium hydroxide are added in the reacting vessel. After the reactions process is over a yellow product is obtained. The yellow product produced should be seperated from the crude samples so as to obtain a pure sample with no impurities. After the recrystallization done to purify the product, a 67.1% yeild is obtained through the following procedure shown in the scheme 1 below.
../Desktop/lab%20report/Unit%205%20reaction%20scheme.gif Scheme 1
The product were separated through the crystallization process by ensuring that each product’s melting characteristics are determined. The product with the lowest melting point was obtained first living out the one which had the highest melting point in the vessel. After the reaction, a yellow solid was obtained which should again be subjected to crystallization for the pure sample to be obtained therefore forming yellow crystals. During the process of purification, the crude sample was subjected to a lot of heat making the other products to melt out due to their low melting points. Due to the exposure to the melting vessel, E-E dibenzalacetone is obtained as a yellow residues. The reaction gives out a crude sample of 0.645g weight which contributed to a 63.7% of the total weight. Immediately after the purification was done, the total weight of the samples reduced to 0.14g which was 67.1% of the total weight of the products. The reduction of the weight was brought by the fact that the crude sampl had same traces of impurities which were again reactive therefore reacting. This led to a reduced mass from 67.1% to 63.7% as the products reacted living a small amounts of the materials.
Experimental Procedure
The methods used in the preparation of the products were done as per the required method to ensure that effective processes were carried out.
References
Sampson, V., & National Science Teachers Association. (2015). Argument-driven inquiry in chemistry: Lab investigations for grades 9-12.
Hanford Site (Wash., United States., & United States. (2016). Validation Testing for Automated Solubility Measurement Equipment Final Report. Washington, D.C: United States. Department of Energy. Office of Environmental Restoration and Waste Management.
Hanford Site (Wash., United States., & United States. (2016). Final Report of Tank 241-C-105 Dissolution, the Phase 2 Study. Washington, D.C: United States. Department of Energy. Office of Environmental Restoration and Waste Management.
Lawrence Livermore National Laboratory., United States., & United States. (2016). CDAC Student Report: Summary of LLNL Internship. Washington, D.C: United States. Dept. o